$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
2:31 pm - 7:16 am
LIH
-
ORD
11h 45m
1 stop
United Airlines Logo
1:00 pm - 8:14 pm
ORD
-
LIH
12h 14m
1 stop
$424United Airlines
Thu, Sep 24 - Wed, Sep 30
Delta Logo
9:50 pm - 1:31 pm
LIH
-
ORD
10h 41m
1 stop
Delta Logo
6:15 am - 5:40 pm
ORD
-
LIH
16h 25m
2 stops
$430Delta
Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
12:23 pm - 5:00 am
LIH
-
ORD
11h 37m
1 stop
Multiple Airlines Logo
7:59 pm - 11:28 am
ORD
-
LIH
20h 29m
1 stop
$454Multiple Airlines
Thu, Sep 24 - Wed, Sep 30
American Airlines Logo
1:25 pm - 5:59 am
LIH
-
ORD
11h 34m
1 stop
American Airlines Logo
9:10 pm - 11:48 am
ORD
-
LIH
19h 38m
1 stop
$482American Airlines
Tue, Aug 25 - Sat, Aug 29
Multiple Airlines Logo
8:45 pm - 7:21 pm
LIH
-
ORD
17h 36m
2 stops
Multiple Airlines Logo
2:18 pm - 11:36 am
ORD
-
LIH
26h 18m
1 stop
$489Multiple Airlines
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
7:10 pm - 1:35 pm
LIH
-
MDW
13h 25m
2 stops
Southwest Logo
5:40 am - 6:05 pm
MDW
-
LIH
17h 25m
2 stops
$545Southwest
Wed, Sep 2 - Wed, Sep 9
Southwest Logo
8:10 am - 4:30 am
HNL
-
MDW
15h 20m
1 stop
Southwest Logo
10:15 am - 9:15 pm
MDW
-
HNL
16h 00m
1 stop
$554Southwest
Wed, Oct 14 - Mon, Oct 19
Alaska Airlines Logo
10:36 am - 1:25 pm
KOA
-
ORD
21h 49m
1 stop
Alaska Airlines Logo
2:21 pm - 2:46 pm
ORD
-
KOA
29h 25m
1 stop
$554Alaska Airlines
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
8:05 am - 11:57 pm
KOA
-
ORD
11h 52m
1 stop
Alaska Airlines Logo
7:25 am - 3:52 pm
ORD
-
KOA
12h 27m
1 stop
$569Alaska Airlines
Wed, Dec 2 - Mon, Dec 7
American Airlines Logo
7:00 pm - 7:10 am
HNL
-
ORD
8h 10mnonstop
American Airlines Logo
10:00 am - 3:15 pm
ORD
-
HNL
9h 15mnonstop
$611American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$212
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Munster
Chesterton
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,717
Business Class flights to Chicagofrom $2,872
Premium Economy Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334